A New Application of (Polyfluoroorgano)trifluoroborate Salts: The Palladium-Catalysed Cross-Coupling Reaction with Substituted Benzenediazonium Tetrafluoroborates | Sciact - CRIS-система Института катализа

A New Application of (Polyfluoroorgano)trifluoroborate Salts: The Palladium-Catalysed Cross-Coupling Reaction with Substituted Benzenediazonium Tetrafluoroborates Научная публикация

Журнал

Journal of Fluorine Chemistry
ISSN: 0022-1139

Вых. Данные

Год: 2002, Том: 117, Номер: 2, Страницы: 115-120 Страниц : 6 DOI: 10.1016/s0022-1139(02)00157-4

Ключевые слова

(Polyfluorophenyl)trifluoroborates; (Perfluoroethenyl)trifluoroborate; Benzenediazonium tetrafluoroborates; Pd-catalysis; Cross-coupling reactions; NMR spectroscopy

Авторы

Frohn Hermann-Josef ¹ , Adonin Nicolay Yu. ² , Bardin Vadim V. ² , Starichenko Vladimir F. ²

Организации

1	Institute of Chemistry, Inorganic Chemistry, Gerhard-Mercator-University Duisburg, Lotharstr. 1, D-47048 Duisburg, Germany
2	N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, SB RAS, Acad. Lavrentjev Ave. 9, 630090 Novosibirsk, Russia

For the first time (polyfluoroorgano)trifluoroborate salts, namely K[C6F5BF3], K[C6HF4BF3] (all three isomers), K[3,4,5-C6H2F3BF3], and K[CF2=CFBF3] were principally applied as reagents to Pd-catalysed cross-coupling reactions. A series of polyfluorinated biphenyls C6H5−nFn–C6H4X-4′ were obtained from K[C6H5−nFnBF3] and the substrates [4-XC6H4N2][BF4] in the presence of Pd catalysts. The influence of the number and the position of the fluorine atoms in the (polyfluorophenyl)trifluoroborate salts on the reactivity in the coupling reaction was elucidated. In addition to (polyfluorophenyl)trifluoroborate salts, the cross-coupling was expanded to a first example of a perfluoroalkenyl reagent. K[CF2=CFBF3] reacted with [4-FC6H4N2][BF4] and formed CF2=CF–C6H4F-4. The cross-coupling reaction was successfully introduced into the synthesis of polyfluorophenyl and perfluoroethenyl derivatives of substituted benzenes.

Frohn H-J. , Adonin N.Y. , Bardin V.V. , Starichenko V.F.
A New Application of (Polyfluoroorgano)trifluoroborate Salts: The Palladium-Catalysed Cross-Coupling Reaction with Substituted Benzenediazonium Tetrafluoroborates
Journal of Fluorine Chemistry. 2002. V.117. N2. P.115-120. DOI: 10.1016/s0022-1139(02)00157-4 WOS Scopus РИНЦ CAPlusCA OpenAlex

Поступила в редакцию:	22 апр. 2002 г.
Принята к публикации:	10 мая 2002 г.
Опубликована online:	16 сент. 2002 г.
Опубликована в печати:	1 окт. 2002 г.

Web of science:	WOS:000179152200006
Scopus:	2-s2.0-0037191005
РИНЦ:	13393014
Chemical Abstracts:	2002:831300
Chemical Abstracts (print):	138:28731
OpenAlex:	W1983655940

БД	Цитирований
Scopus	53
Web of science	48
OpenAlex	53